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Heterolytic Cleavage

Which of the ...

Question

Which of the following intermediate is formed, due to heterolytic cleavage of $C - C l$ bond in $C H_{3} C l$ molecule ?

∙ C H_{3}

and

∙ C l

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+ C H_{3}

and

C l^{-}

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∙ C H_{3}

and

C l^{-}

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- C H_{3}

and

C l^{+}

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Solution

The correct option is B $+ C H_{3}$ and $C l^{-}$
Heterolytic Bond Cleavage:

The bond breaks in such a manner so that the shared pair of electrons remain with one of the fragments.

Electrons will remain with the more electronegative fragment (here chlorine)
$+ C H_{3}$ is called methyl carbocation.
Species having a carbon atom possessing sextet of electrons and a positive charge is called a carbocation

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C - C l

C H_{3} C l

CH₃Cl gives CH₃⁺ + Cl^- is a:

C l_{2} h v - \to C l^{∙} + C l^{∙}

C l^{∙} + C H_{4} \to^{∙} C H_{3} + H C l

C l^{∙} + C l^{∙} \to C l_{2}

^{∙} C H_{3} +^{∙} C l \to C H_{3} C l

(1) C l_{2} \to ∙ 2 C l (2) ∙ C H_{3} + ∙ C H_{3} \to C H_{3} - C H_{3} (3) ∙ C l + C H_{4} \to C H_{3} C l + ∙ C l (4) ∙ C H_{3} + ∙ C l \to C H_{3} - C l (5) ∙ C H_{3} + C l_{2} \to C H_{3} - C l + ∙ C l

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